Chemoselective Synthesis of Sulfenylated Spiroindolenines from Indolyl-ynones via Organosulfenyl Chloride-Mediated Dearomatizing Spirocyclization.
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DOI: 10.1021/acs.orglett.1c04063
Abstract: A metal-free sulfenylation/spirocyclization of indolyl-ynones realized by organosulfenyl chloride, generated in situ from the reaction of disulfides and PhICl2, is presented. This cascade one-pot process enables a chemoselective synthesis of diverse sulfenylated spiroindolenines depending on… read more here.
Keywords: indolyl ynones; chemoselective synthesis; spirocyclization; sulfenylated spiroindolenines ... See more keywords
Electrochemical Dearomative Spirocyclization of N-Acyl Thiophene-2-sulfonamides.
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DOI: 10.1021/acs.orglett.2c02536
Abstract: The Friedel-Crafts type alkylation of C2-tethered thiophenes has been reported to be nonregioselective. Taking advantage of the highly regioselective 5-exo-trig spirocyclization of an electrochemically generated amidyl radical, we have unraveled an electrochemical dearomative spirocyclization of… read more here.
Keywords: spirocyclization; dearomative spirocyclization; acyl thiophene; thiophene sulfonamides ... See more keywords
Mn(I)-Catalyzed Preferential Electrophilic C3-Maleimidation in Quinoxaline Leading to Spirocyclization and Dehydrogenation of Succinimides.
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DOI: 10.1021/acs.orglett.3c01350
Abstract: A Mn(I)-catalyzed site-selective nondirected C3-maleimidation of quinoxaline is established. Herein, the electrophilic C3-metalation precedes over the o-directed strategy to access diversely substituted quinoxaline-appended succinimides. The products undergo PIFA-promoted C(sp2)-C(sp3) spirocyclization via π-electrons drifting from aryls… read more here.
Keywords: catalyzed preferential; maleimidation quinoxaline; spirocyclization; quinoxaline ... See more keywords
Recent advances in spirocyclization of indole derivatives.
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DOI: 10.1039/c7cs00508c
Abstract: Spiroindolines and spiroindoles are an important class of spirocyclic compounds present in a wide range of pharmaceuticals and biologically important natural alkaloids. Various spiroindolines and spiroindoles possess versatile reactivity which enables them to act as… read more here.
Keywords: advances spirocyclization; indole derivatives; recent advances; spirocyclization indole ... See more keywords